Urea → 1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(1H-indol-3-yl)-1-methylethyl]urea

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Reaction Steps

In order to produce 1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(1H-indol-3-yl)-1-methylethyl]urea hydrochloride (Example 17), the more nonpolar diastereoisomer of 1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-1H-indol-3-yl)-1-methylethyl]urea (125 mg, 0.3 mmole) was dissolved in ethyl methyl ketone (3 ml) and combined with trimethylchlorosilane (57 μl, 0.45 mmole). The resulting solid was filtered out and dried. The hydrochloride of the more nonpolar diastereoisomer of 1-(4-dimethylamino-4-phenylcyclohexyl)-3-[2-(1H-indol-3-yl)-1-methyl-ethyl]urea was obtained in this manner as a colorless solid with a melting point of 154-156° C. in a yield of 135 mg (100%).

Provenance & Evidence